Sherwood Real Estate

Sherwood Real Estate

Welcome to Sherwood, a hidden gem nestled in the heart of Florida that perfectly blends suburban charm with modern conveniences. This vibrant neighborhood is known for its lush landscapes, friendly community, and a serene atmosphere that makes it a wonderful place to call home.

Sherwood boasts an array of beautiful homes, ranging from cozy single-family residences to more spacious properties, catering to a diverse range of lifestyles. The tree-lined streets are perfect for evening strolls, and the well-maintained parks offer a delightful retreat for families and outdoor enthusiasts alike. With playgrounds, picnic areas, and walking trails, there’s no shortage of ways to enjoy the great outdoors.

The community spirit in Sherwood is palpable, with local events and gatherings that bring residents together. Whether it’s a weekend farmers' market, seasonal festivals, or neighborhood potlucks, there’s always something happening that fosters connections among neighbors.

Convenience is key in Sherwood, with a variety of shopping, dining, and entertainment options just a stone's throw away. Whether you’re in the mood for a casual bite or a fine dining experience, the local eateries are sure to satisfy your cravings. Plus, with easy access to major highways, commuting to nearby cities or exploring Florida’s stunning coastline is a breeze.

For families, Sherwood is served by highly-rated schools, ensuring that children receive a quality education in a nurturing environment. With its welcoming atmosphere, beautiful scenery, and community-oriented lifestyle, Sherwood is not just a place to live; it’s a place to thrive. Discover your dream home in this enchanting neighborhood today!

Newest Listings in Sherwood

$348,900
3 Beds ⋅ 2 Baths ⋅ 226026405 MLS ⋅ Sherwood BLDG.
Welcome to Sherwood – Naples Living at Its Best Discover comfort, convenience, and resort-style living in this beautifully maintained 1st-floor end unit coach home in the highly desirable Sherwood community! This 3-bedroom, 2-bath home offers over 1,600 sq. ft. of living space with an open-concept design perfect for everyday living and entertaining. A HOME YOU'LL LOVE The open living and dining areas create a warm and inviting atmosphere. The well-appointed kitchen features abundant cabinetry, granite countertops, upper cabinet lighting, a breakfast area, and plenty of functionality for everyday living. Additional highlights include tile flooring throughout, interior rooms painted within the past two years, a fully updated guest bathroom (2024), a new AC unit (2025), and a new garage door motor (2026). The spacious primary suite offers a walk-in closet, a private en-suite bath with dual vanity cabinet, and a walk-in shower. Two additional bedrooms provide flexibility for family, guests, or a home office. COMFORT & CONVENIENCE Enjoy the ease of first-floor living with an attached garage (no stairs), easy access, and added privacy on your screened lanai—complete with tile flooring. RESORT-STYLE AMENITIES Sherwood residents enjoy access to a wealth of amenities, including 12 acres of picturesque lakes, two pools, a tennis court, four pickleball courts, a fitness room, and a clubhouse with a gathering room and kitchen—perfect for social events and activities. A COMMUNITY THAT HAS IT ALL Sherwood is a pet-friendly community (up to 2 pets) with six neighborhood associations and a master association that maintains our beautiful common areas. Low condo fees include internet, cable, water, garbage, and outdoor pest control for worry-free living. PRIME NAPLES LOCATION Ideally located just off Radio Road, this home is only a short drive to the stunning white sand beaches of Naples and approximately eight miles from Downtown Naples, with close proximity to historic Naples, Tin City, the airport, premier shopping, dining, and easy access to I-75. Whether you're looking for a seasonal retreat or a full-time residence, this move-in ready home offers the perfect blend of comfort, convenience, and the Florida lifestyle. Don't miss your opportunity to own a slice of paradise—schedule a showing today!

517 Robin Hood CIR Unit 101, Naples
$339,900
2 Beds ⋅ 2 Baths ⋅ 226025908 MLS ⋅ Sherwood BLDG.
Motivated Sellers. Gorgeous, newly renovated second floor unit. Vaulted ceilings, open kitchen with views of the preserve from the lanai. Meticulously maintained, custom cabinetry, New impact windows & sliders, modern, light and airy, ready to be enjoyed by the new owners. *Dogs welcome! One or Two Dogs allowed with a 100lb combined weight limit. Have a pick-up truck...? That's ok too! Lots of wonderful amenities come with this beautiful home. Easy access to downtown Naples and I75.

225 Robin Hood CIR Unit 203, Naples
$459,777
5 Beds ⋅ 3 Baths ⋅ 226025402 MLS
Spacious 5 bedroom, 3.5 bathroom lakefront home in the desirable Sherwood community! This beautifully maintained two story residence is over 2,650 square feet of living space with an open floor plan, first floor primary suite, spacious secondary bedrooms, and a large screened lanai overlooking tranquil water views. Enjoy the brick paver driveway, extended two car garage, tropical landscaping, and an ideal location close to shopping, dining, schools, and Fort Myers. Whether you’re looking for room to grow or the perfect home for entertaining, this property checks every box. Don’t miss this incredible opportunity!

8285 Silver Birch WAY, Lehigh Acres
$315,000
3 Beds ⋅ 2 Baths ⋅ 2026028016 MLS
Beautifully Updated Lakefront Home with Room for a Pool! Welcome to this beautifully updated 3-bedroom, 2-bath home with a 2-car garage, perfectly situated on a tranquil community lake and offering expansive water views with an abundance of green space behind the home. With a new roof installed in 2023 and tasteful contemporary updates throughout, this move-in ready residence combines comfort, style, and an exceptional location. Step inside to discover rich wood flooring throughout the home, complemented by ceiling fans with integrated lighting in every room. The updated kitchen is designed for both everyday living and entertaining, featuring newer appliances, stylish countertops, a classic subway tile backsplash, breakfast bar, and pantry. The inviting Great Room showcases a custom built-in entertainment center complete with shelving, storage, and dedicated television space. The Great Room also boasts an in wall and in ceiling 5.1 surround sound system. The glass sliding doors open to the expansive screened lanai, seamlessly blending indoor and outdoor living. Retreat to the spacious primary suite, where private sliding glass doors lead directly to the lanai. The luxurious, completely renovated ensuite bath features a contemporary floating double-sink vanity with abundant storage, oversized vanity mirror, designer tile flooring, and a stunning walk-in shower finished with floor-to-ceiling marble-inspired tile and a sleek frameless glass enclosure. Two generously sized guest bedrooms are filled with natural light from large windows and offer double-door closets for ample storage. Conveniently located between the bedrooms, the updated guest bath includes a contemporary vanity, stylish mirror, tiled flooring, and a tub/shower combination accented with subway tile extending to the ceiling. The centrally located laundry closet is equipped with a new washer and dryer for added convenience. Outdoor living is equally impressive with an oversized screened lanai featuring attractive paver flooring that stretches nearly the entire width of the home. Enjoy peaceful lake views, generous backyard green space, and plenty of room to add your dream pool. Ideally located close to shopping, dining, entertainment, and a top rated high school in Lee county, this exceptional home offers the perfect blend of modern updates, scenic surroundings, and everyday convenience. Schedule your private showing today and experience all this beautiful lakefront home has to offer!

11069 River Trent CT, Lehigh Acres
$309,000
2 Beds ⋅ 2 Baths ⋅ 226020731 MLS ⋅ Sherwood BLDG.
Nestled in the charming city of Naples, this beautiful first-floor end unit, Locksley Model, in the vibrant Sherwood community offers both convenience and tranquility. An airy oasis brimming with upgrades, the residence boasts plantation shutters, gleaming hardwood floors, and plush new carpeting, creating an inviting ambiance that welcomes you home. Recently painted, every corner exudes freshness and modern elegance. Enjoy serene moments on the screened lanai, gazing out over a peaceful pond and meticulously maintained landscaping, offering a picturesque backdrop for your daily life. New hurricane impact windows and doors ensure your peace of mind, while the residence stands proudly on high ground with the added benefit of low HOA fees. An active lifestyle awaits with access to brand new pickleball courts, tennis courts, and a lively clubhouse and pool. Perfectly positioned close to the sparkling beaches, vibrant downtown Naples, and an array of shopping and dining experiences, as well as a nearby hospital, this home offers the idyllic blend of luxury and convenience.

225 Robin Hood CIR Unit 101, Naples
$499,000
5 Beds ⋅ 3.5 Baths ⋅ 2026024750 MLS
Embark on a journey of grandeur with this awe-inspiring 2-story residence, spanning over 3,260 sqft and featuring 5 generously-sized bedrooms and 3.5 lavishly appointed bathrooms. Positioned majestically on one of the most sought-after lots in the community, it offers mesmerizing views of a tranquil, expansive lake. Step inside, and the open layout beckons you into a capacious living room seamlessly merging with a kitchen that defines spacious dining-living areas. Downstairs, two bedrooms and 1.5 bathrooms provide convenience, while upstairs reveals 2 additional bedrooms, a master suite, and a sprawling den with a separate office/gaming room. Every bedroom boasts ample space and features jack and jill bathrooms, with the master suite showcasing an expansive walk-in closet and a screened patio. Adding to the allure, a brand-new roof installed in December 2023 ensures both style and substance. Conveniently located with easy access to the airport, major highways, upscale restaurants, shopping plazas, and retail stores, this home is poised and ready for its new owner. Seize the opportunity to make this haven yours – act now and indulge in the epitome of luxury living! LOW HOA fees!

8289 Silver Birch WAY, Lehigh Acres
$299,000
2 Beds ⋅ 2 Baths ⋅ 226020409 MLS ⋅ Sherwood BLDG.
Welcome to your serene oasis in this beautiful 2-bedroom, 2-bath second-floor condo. As you step inside, you’ll be captivated by the soaring vaulted ceilings that create an expansive great room, perfect for entertaining or relaxing. The stylish tile flows seamlessly from the front door to the inviting lanai, enhancing the open feel of this home. This thoughtfully designed split floor plan offers optimal privacy, with the luxurious owner's suite featuring a spacious walk-in closet and a modern dual-sink bath, while the cozy guest room and bath are tucked away on the opposite side. You'll appreciate the many recent updates, including a brand new water heater, and beautifully updated bathrooms. Enjoy custom closets for all your storage needs and fabulous built-in cabinets throughout. The modern kitchen is a chef's delight, boasting stainless steel appliances. Step onto your screened balcony and take in breathtaking views of the lake with east rear exposure, ideal for soaking up the morning sun. With California shutters adding a touch of elegance, this condo offers 1,115 square feet of comfortable living space, all within a freshly repainted building exterior. Don’t miss your chance to make this lakeside retreat your new home! Cook up a storm in the modern kitchen featuring built-in cabinets and sleek stainless steel appliances. The screened balcony offers a direct view of the lake and faces east, perfect for enjoying morning sunrises. Additional highlights include California shutters and a generous 1,115 square feet of living space. Don’t miss your chance to own this captivating condo in a prime location

241 Robin Hood CIR Unit 202, Naples
$245,000
2 Beds ⋅ 2 Baths ⋅ 226020252 MLS ⋅ Sherwood BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. Sherwood offers dedicated pickleball courts, tennis, fitness and resort pool. Close to all the good things Naples has to offer. This 2BR / 2BA condo with single-car garage is in tidy original condition. Currently, it is the best-value condo that offers a garage in the immediate MLS area. You will appreciate the convenience of Berkshire Commons shopping & dining to include Publix, Walgreens, First Watch and banking located west on Radio Road. Just across Radio Road you will find Athletica Fitness, Aldi’s and the UPS Store. …and The Sunsets are Free!

432 Valerie WAY Unit 102, Naples
$389,900
2 Beds ⋅ 2 Baths ⋅ 226020153 MLS ⋅ Sherwood BLDG.
MOTIVATED SELLER — PRICE REDUCED! Spacious 2BR + Den Coach Home, Custom Kitchen Remodel, Attached Garage Welcome home to this beautifully updated second-floor coach home in Sherwood, offering approximately 1,656 square feet of bright, open living space with soaring ceilings and abundant natural light — plus the rare convenience of an attached one-car garage and private driveway. The centerpiece is a $50,000+ custom kitchen remodel — quartz countertops, stainless steel appliances, and abundant cabinetry flow into an open-concept layout that's perfect for entertaining or everyday living. Major systems are already handled: a brand-new 2019 roof means one less big-ticket item for you to think about for years to come, alongside newer refrigerator, dishwasher, washer, and water heater — this home is truly move-in ready with the expensive updates already done. A versatile den adds flexible space for a home office, formal dining area, media room, or guest suite — make it your own. Unwind on your private screened lanai overlooking peaceful landscaped views, with one of the community pools just steps away. Enjoy a prime Naples location with low HOA fees, just minutes from shopping, dining, hospitals, top-rated schools, parks, downtown Naples, and the Gulf beaches. Don't miss this move-in-ready opportunity in one of Naples' most convenient communities. Schedule your showing today! **Send in your offers and ask about a 1% lender incentive available through the seller's preferred lender — inquire for details**

509 Robin Hood CIR Unit 202, Naples
$329,900
2 Beds ⋅ 2 Baths ⋅ 226020256 MLS ⋅ Sherwood BLDG.
One or more photo(s) has been virtually staged, AI generated or rendered. Move right into this beautifully updated second-floor villa featuring 2 bedrooms + den, 2 baths, and an attached 1-car garage. The versatile den can easily double as a family room, office, media room, or all-purpose space to fit your lifestyle needs. Freshly repainted inside and showcasing new luxury plank vinyl flooring throughout, this home offers a bright and inviting atmosphere with soaring vaulted ceilings that enhance the open feel. Relax and enjoy the gorgeous views of lush landscaping and preserve area from this peaceful setting. The extended driveway is a rare and highly valuable feature in this community, providing additional convenience for guests and parking. Residents enjoy outstanding amenities including 2 community pools, clubhouse, exercise room, tennis courts, and pickleball. Conveniently located close to downtown Naples, dining, shopping, and beaches, this move-in ready residence offers the perfect blend of comfort, flexibility, and Florida lifestyle living. 3-5% Downpayment assistance available.

357 Robin Hood CIR Unit 202, Naples
$344,900
3 Beds ⋅ 2 Baths ⋅ 226017273 MLS ⋅ Sherwood BLDG.
Turnkey Furnished First-Floor Coach Home with Peaceful Lake Views! Experience the best of Southwest Florida living in this turnkey furnished, beautifully maintained 3-bedroom, 2-bath first-floor coach home in the highly sought-after Sherwood community of Naples. Featuring tranquil lake views, an attached garage, and the convenience of one-level living with no stairs, this residence offers the perfect combination of comfort, style, and location. Filled with natural light, the open-concept floor plan creates an inviting atmosphere for both everyday living and entertaining. Tile flooring flows throughout the main living areas, while the spacious kitchen is thoughtfully designed with stainless steel appliances, abundant cabinetry, upper and lower cabinet lighting, and generous counter space that seamlessly connects to the dining and living areas. Wake up to peaceful water views in the spacious primary suite, complete with a walk-in closet and a private ensuite bath. Two additional bedrooms provide versatile space for family, guests, or a home office. Step outside to your screened lanai and enjoy morning coffee or evening cocktails while overlooking the serene lake and taking in Naples' breathtaking sunsets. Set within an impeccably maintained 88-acre community, Sherwood offers an exceptional resort-style lifestyle. Residents enjoy two heated pools, tennis courts, four pickleball courts, a fitness center, clubhouse, and 12 acres of scenic lakes surrounded by lush tropical landscaping. The pet-friendly community welcomes up to two pets, while low condominium fees include cable, high-speed internet, and water, providing outstanding value—NO CDD. Ideally located just off Radio Road, you'll be only minutes from Naples' world-famous Gulf beaches, historic downtown Naples, Fifth Avenue South, Tin City, premier shopping, dining, golf, and entertainment. New Whole Foods will be located off Davis and Santa Barbara. Convenient access to I-75 and Naples Airport makes travel effortless. Whether you're searching for a full-time residence or a seasonal retreat, this move-in-ready coach home offers everything you've been looking for - an unbeatable location, beautiful lake views, exceptional amenities, and the carefree Florida lifestyle you've been dreaming of. Don't miss this opportunity to own your piece of paradise in one of Naples' most desirable communities!

320 Robin Hood CIR Unit 101, Naples
$289,900
3 Beds ⋅ 2 Baths ⋅ 226008337 MLS ⋅ Sherwood BLDG.
Beautiful first-floor end-unit condo with serene lake and water feature views in Sherwood. This spacious 3-bedroom, 2-bath residence offers a functional split-bedroom layout and a one-car detached garage, providing privacy and convenience corner unit. The unit features tile flooring throughout, impact-resistant windows and slider, crown molding and fully opening sliding glass doors that allow for seamless indoor-outdoor living while overlooking the lake with water feature. The end-unit position provides additional natural light and added privacy. This is a unique floor plan that stands apart from typical condo layouts. Sherwood offers multiple community pools, a clubhouse, fitness center, and well-maintained pickleball and tennis courts. The community is centrally located with easy access to I-75, Naples Pier, 5th Avenue South shopping and dining, SWFL International Airport, Paradise Coast Sports Complex, and local attractions. Ideal as a primary residence, seasonal retreat, or investment property.

305 Robin Hood CIR Unit 101, Naples
Start Your Search

The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program (BR Program) of M.L.S. of Naples, Inc. Properties listed with brokerage firms other than this company are marked with the BR Program Icon or the BR House Icon and detailed information about them includes the name of the listing brokers. The properties displayed may not be all the properties available through the BR Program. The information provided is for consumers’ personal, non-commercial use and may not be used for any other purpose.